4-Amino-m-cresol (HCID 17819)

Overview

4-hydroxy-6-methylaniline is a substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine. It has a role as a drug metabolite. It is a member of phenols and a substituted aniline.

Names & identifiers

Preferred name: 4-Amino-m-cresol
IUPAC: 4-amino-3-methylphenol
English name: 4-Amino-3-methylphenol
Molecular formula: C7H9NO
Molecular weight: 123.15

Names & synonyms

4-Amino-3-methylphenol4-Amino-m-cresol2835-99-6Phenol, 4-amino-3-methyl-4-amino-3-cresol3-methyl-p-aminophenol4-Amino-3-methyl phenol4-hydroxy-6-methylaniline4-hydroxy-6'-methylalanineNSC 72170DTXSID20492624-OH-6'-methylalanine

Show more names

2-AMINO-5-HYDROXYTOLUENEp-Hydroxy-o-toluidine3-Methyl-4-aminophenol4-amino-meta-Amino-M-Cresol

EINECS 220-621-2UNII-12R07I1K8CBRN 2078803CCRIS 8320AI3-1631312R07I1K8CCOLOREX 4AMCJAROCOL 4A3MP

Database identifiers

CAS: 2835-99-6
PubChem CID: 17819
DTXSID: DTXSID2049262
ChEMBL: CHEMBL3092390
ChEBI: CHEBI:55546
UNII: 12R07I1K8C
EC Number: 220-621-2
Nikkaji: J13.765K

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 46.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 94.9

Experimental & physicochemical properties

Cosmetics · 2 items

Cosmetic ingredients (4-Amino-m-Cresol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

Physicochemical properties

Melting point: 176 · 176-179 °C (lit.)
Boiling point: 229.26 °C · 229.26°C (rough estimate)
Density: 1.0877 · 1.0877 (rough estimate)
refractive index: 1.538 · 1.5380 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: soluble in Methanol
pka: 10.34 · 10.34±0.18(Predicted)
form: Powder
color: Brown
Water Solubility: insoluble
BRN: 2078803 · 2078803
Cosmetics Ingredients Functions: HAIR DYEING
Cosmetic Ingredient Review (CIR): 4 · 4-Amino-3-methylphenol (2835-99-6)
InChI: 1S/C7H9NO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,8H2,1H3
InChIKey: QGNGOGOOPUYKMC-UHFFFAOYSA-N
SMILES: Cc1cc(O)ccc1N
LogP: 0.51 at · 0.51 at 22℃
CAS DataBase Reference: 2835 · 2835-99-6(CAS DataBase Reference)
EWG's Food Scores: 3 · 3-6
FDA UNII: 12 R07I1K8C · 12R07I1K8C
NIST Chemistry Reference: 4 · 4-Amino-3-methyl phenol(2835-99-6)
EPA Substance Registry System: 4 · Phenol, 4-amino-3-methyl- (2835-99-6)
UNSPSC Code: 41116107 · 41116107
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS09
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H400
Precautionary statements: 273 · P273-P301+P312+P330-P302+P352-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38-20/21/22
Safety Statements: 26 · 26-37/39-36/37/39-36-24/25
RIDADR: 3077 · UN3077
WGK Germany: 3 · 3
RTECS: 6826000 · GO6826000
F: 8 · 8-10-23
TSCA: TSCA listed
HazardClass: 9 · 9
PackingGroup: III
HS Code: 29222900 · 29222900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Eye Irrit. 2Skin Irrit. 2
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.8% (1 of 130) of reports.

Warning

H302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 130 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Hazard information

Regulatory Information · 3 items

Chemical: Phenol, 4-amino-3-methyl-

Status: Active Update: 03-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23006

Phenol, 4-amino-3-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phenol, 4-amino-3-methyl-: Human health tier II assessment

Hazard Classes and Categories · 2 items

Acute Tox. 4 (99.2%)

Acute toxicity - category 4

Toxicology

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Safety data

F: 8-10-23
wgk: 3
tsca: TSCA listed
rtecs: GO6826000
ridadr: UN3077
hs_code: 29222900
risk_code: 22-36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07,GHS09
hazard_code: Xn
safety_code: 26-37/39-36/37/39-36-24/25
hazard_class: 9
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H302-H315-H319-H400
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralAquatic Acute 1Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P273-P301+P312+P330-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesCIR ingredient: 4-Amino-m-Cresol

Household ProductsInformation on 21 consumer products that contain 4-Amino-m-cresol in the following categories is provided:

Use ClassificationCosmetics -> Hair dyeing

General Manufacturing InformationPhenol, 4-amino-3-methyl-: ACTIVE

Applications · 3 items

Description4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).

Uses4-Amino-3-methylphenol is a useful reagent for the synthesis of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics.4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding.

General Description4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).

Upstream & downstream products

Downstream products

1H-Indazol-5-ol

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

无锡市凯立生物科技有限公司0510-80721533 13327925606 · [email protected]

杭州倍生元生物科技有限公司15700194842 15700194842

Additional notes · 1 item

DefinitionChEBI: 4-hydroxy-6-methylaniline is a substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine. It has a role as a drug metabolite. It is a member of phenols and a substituted aniline.